CENTURY 21 Edge
$2,400,0005 bd4.5 ba3,721 sqft$645 /sqft≈$17,095 /mo all-in ↓

5376 SHADOW LAWN DRIVE, SARASOTA, FL, 34242

Active16 days on marketListed Oct 22, 2026MLS #A4707331

WaterfrontPrivate poolSingle Family ResidenceSIESTA ISLES

About this home

5376 SHADOW LAWN DRIVE

Some homes on Siesta Key are about the beach. Others are about boating. This one lets you have both. Set along a protected canal with direct boating access to Sarasota Bay through the Grand Canal, and from there to the Intracoastal Waterway and the Gulf, this Siesta Key waterfront home is made for the way life is meant to be lived. Take the boat out for the morning, launch a kayak or paddleboard from your own waterfront, spend some time at Siesta Key Beach, then come home to your private saltwater pool, outdoor kitchen and quiet canal view. The important updates are already here too: a 2021 reroof, impact windows and sliders installed in 2022, plus new first floor flooring, fresh interior paint, a luxury renovation of the first floor primary bath, an outdoor kitchen and waterfront pavers, all completed in 2026. Plantation shutters finish every window and slider. At the center of the home, a fully screened courtyard lanai with a tabletop fire pit extends the living space. Seven impact sliders connect several rooms directly to the courtyard, filling the home with natural light and creating an easy indoor outdoor flow toward the pool and waterfront. Additional sliders from the flex room open toward the pool. The home and pool sustained no storm damage during the 2024 storms. If you haven’t dropped anchor yet, wait until you see the two amazing primary suites. The first floor primary offers courtyard access, two walk in closets and a beautifully renovated 2026 ensuite bath with upscale finishes. Upstairs, the entire second level becomes a private retreat with canal views, a spacious bath, two more walk in closets and its own waterfront balcony. One closet is so large you may wonder if it could qualify as a New York City apartment. When it is time for a little quiet, open the sliders and take in sunset over the canal, or start your morning with fresh air and coffee on the balcony. A redesigned media and flex area now includes an additional bedroom while preserving an approximately 424 square foot flex room for a media room, gym, game room or lounge. Another bedroom includes a Murphy bed and built in desk, making it an easy guest room, home office or both. Outside is where this home really earns its Siesta Key address. The private saltwater pool is surrounded by tropical landscaping and spaces for relaxing, dining and entertaining. The seawall, bulkhead and davits were replaced in 2021, with the waterfront setup planned around a 45 foot Sea Ray. This is a home for boaters who want to use the water, not simply look at it. Set in the heart of Siesta Key, the home is just minutes from Siesta Key Beach, named the No. 1 in the U.S. for 2026 and recognized among the nation’s best many times over. Known for its powdery quartz sand and Gulf waters, it is one of the reasons living here is so special. Siesta Key Village is close by for restaurants, bars, live music and boutiques. Sarasota is just beyond the North Bridge, with downtown waterfront dining, shopping, galleries, theaters, performing arts and cultural attractions close at hand. Whether you are looking for a full time Siesta Key waterfront home or a second home for family and friends, 5376 Shadow Lawn Drive offers true boating access, a private saltwater pool, substantial updates, flexible living space and an exceptional island location. This is the kind of home where every day can include the beach, the boat and dinner by the pool. That is a pretty wonderful way to live.

Facts & features

The home at a glance

5

Bedrooms

4.5

Bathrooms

3,721

Sqft

0.32 ac

Lot size

2

Garage

1964

Year built

Two

Levels

$645

Per sqft

Private poolWaterfrontWater viewNegotiablePets allowed

Inside

FlooringCeramic Tile · Luxury Vinyl · Tile
AppliancesDishwasher · Dryer · Ice Maker · Microwave · Range · Range Hood · Refrigerator · Tankless Water Heater · Washer
InteriorBuilt-in Features · Ceiling Fan(s) · Crown Molding · High Ceilings · Living Room/Dining Room Combo · Open Floorplan · Primary Bedroom Main Floor · PrimaryBedroom Upstairs · Smart Thermostat · Stone Counters · Tray Ceiling(s) · Walk-In Closet(s) · Wet Bar · Window Treatments
LaundryInside · Washer Hookup
CoolingCentral Air · Zoned
HeatingCentral · Electric · Zoned
FurnishedNegotiable

Outside & construction

RoofTile
ConstructionBlock · Stucco
FoundationBlock · Slab
ViewWater
FacesNorth
ParkingCurb Parking · Driveway · Garage Door Opener · Off Street · On Street
ExteriorBalcony · Courtyard · Sliding Doors

Community & fees

Taxes (2025)$11,182/yr
PetsCats OK, Dogs OK, Yes
CommunityCanal Front

Utilities & systems

UtilitiesPublic
WaterPublic

The numbers

What it really costs

Built from this home's actual numbers — the most recent property-tax bill on record — not generic estimates.

$17,095 /mo · 10% down Conventional, 30-yr fixed at 7.5%

Principal & interest$15,103
PMI (est., until 20% equity)$900
Property tax — 2025 actual bill$932
Insurance (FL estimate)$160

The assumptions

Loan typeConventionalDown payment10% · $240,000Loan30-yr fixed at 7.5%Mortgage insuranceIncludedTaxesActual bill on recordInsuranceFlorida estimate

Above the FHA loan limit for our service areas, so Conventional is the default. VA buyers: switch below — $0 down.

These numbers assume a generic buyer — your credit, down payment and loan program change them. Get the real quote in minutes:

Andrew Acosta

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Run your own numbers

Loan type

FHA isn’t available at this price — the loan would exceed the $541,287 FHA limit for our service areas.

Down payment10% · $240,000
Interest rate7.50%
Loan term

Estimated payment

$17,095/mo

Principal & interest$15,103
PMI (est., until 20% equity)$900
Property taxes (actual bill)$932
Est. insurance$160

Includes estimated PMI — it drops off once you reach 20% equity. Taxes reflect the most recent bill on record; insurance is a typical-Florida estimate. Your lender’s numbers will differ. CENTURY 21 Edge partners with Florida’s best lenders.

Can I afford this home? → See what you can comfortably afford from your income, debts and savings.

Value check

Is the price right?

The internet’s favorite home-value number comes from a single automated model that has never seen the street, the finishes, or the view — which is why it routinely misses by tens of thousands of dollars. The edgeAI estimate combines multiple independent data sources with our team’s on-the-ground expertise in this exact market.

List $2.4M
$2.2MedgeAI estimate $2,427,742 · range $2.3M–$2.6M$2.7M

vs edgeAI estimate

−1.1%

$/sqft vs Sarasota actives

$645 vs $303

Days on market

16 vs 67 typical

Where $645/sqft sits among the 400 Sarasota actives

247
61
31 · this home
24
6
31
$157–350$350–542$542–735$735–928$928–1120$1120+

The edgeAI estimate is a starting point, not an appraisal or a broker price opinion. It is generated from public records, listing data and market modeling, and is subject to change once a licensed real estate professional personally inspects the property. Condition, floor, view and lot are not fully captured by any model — ask us for a full comparative market analysis.

Where it sits

Inside Sarasota Beach

Drive times from this address

Downtown Tampa≈ 73 min

Estimated driving times, typical traffic. Data © OpenStreetMap contributors.

Get to know Sarasota. See the full Sarasota guide →

Sarasota Beach — neighborhood snapshot

Population

1,619

Median age

68

Median income

$118,409

Median home value

$1,237,714

Avg household

2

Households w/ children

87%

For the school run

Sarasota County School District

ElementaryPhillippi Shores Elementary School★★★★★
MiddleBrookside Middle School★★★★★
HighSarasota High School★★★★★

School assignments and ratings via edgeAI — always verify with the district.

The numbers that matter

The Sarasota market

Seller’s marketLeans seller — 4.8 months of inventoryBuyer’s market

$450K → $491K

Sarasota median sold, yr/yr

95.4%

Sale-to-list ratio (12 mo)

179 of 400

Sarasota actives have cut their price

Median sold price, Sarasota, trailing 36 months (3-month rolling) · live MLS data.

This home is listed 400% above the SARASOTA 34242 median. See the full Sarasota market guide →

Paper trail

This home's history

Oct 22, 2026Listed at $2,400,000 · 16 days on market since
1964Built · SIESTA ISLES

Reality check

What actually sold near 5376 SHADOW LAWN DRIVE

Asking prices are opinions — closed sales are facts. The most comparable homes that actually changed hands nearby in the last twelve months.

5362 SHADOW LAWN DRIVESold · May ’26

$4,490,000

5362 SHADOW LAWN DRIVE · same community

3 bd · 4 ba · 4,294 sqft · $1,046/sqft · 136 DOM

951 CONTENTO ST.Sold · Jul ’26

$1,750,000

951 CONTENTO ST. · same community

3 bd · 3 ba · 2,882 sqft · $607/sqft · 107 DOM

819 PARADISE WAYSold · Jun ’26

$2,225,000

819 PARADISE WAY · same community

3 bd · 2.5 ba · 2,505 sqft · $888/sqft · 10 DOM

Closed-sale data from the MLS, last 12 months, selected for similarity in size and location. No two homes are identical — ask us for a full comparative analysis.

Your home team

The pros in your corner

Buying a home is two conversations — the home and the money. Here’s who handles each, side by side, already working together.

Angela Rodriguez

Your agent

Angela Rodriguez

REALTOR® · CENTURY 21 Edge

Tours, negotiation, and every question about 5376 SHADOW LAWN DRIVE — start here.

Andrew Acosta

Your lender

Andrew Acosta

Acosta Home Loans with PRMG · NMLS #1468866

Pre-approval, rates, and the real monthly number for 5376 SHADOW LAWN DRIVE — before you fall in love.

See it in person

Schedule a tour

Live availability from Angela's calendar — pick a time and it's booked. Confirmation lands in your inbox immediately.

Straight answers

5376 SHADOW LAWN DRIVE FAQs

What would the monthly payment be for 5376 SHADOW LAWN DRIVE?+

With 10% down on a 30-year Conventional loan at 7.5%, the all-in payment lands around $17,095/mo — principal and interest, the actual property-tax bill and typical Florida insurance. The payment calculator on this page lets you switch loan type (FHA, Conventional, VA) and adjust the down payment, rate and term.

What are the property taxes on 5376 SHADOW LAWN DRIVE?+

The most recent tax bill on record (2025) was $11,182. A new owner's bill can differ once the sale price resets the assessed value — we can walk you through what to expect.

Are pets allowed at 5376 SHADOW LAWN DRIVE?+

The listing reports pets: Cats OK, Dogs OK, Yes. Communities often layer on breed or weight rules — we'll verify the specifics with the association before you commit.

How does the price compare to other homes in Sarasota?+

At $2,400,000, this home is listed about 329% above the Sarasota median of $559,000. The market section on this page shows how the area is trending.

Which schools are assigned to 5376 SHADOW LAWN DRIVE?+

Phillippi Shores Elementary School (elementary), Brookside Middle School (middle), Sarasota High School (high) — Sarasota County School District. Always verify school assignments with the district before relying on them.

The brief

Three things that matter here

01Positioned at the premium end

$2,400,000 runs 400% above the SARASOTA 34242 median — but at 3,721 sqft it's also nearly twice the size of the typical Sarasota listing.

02Waterfront living

This home sits directly on the water — the single scarcest feature in Florida inventory and the strongest long-term value anchor.

03Strong assigned schools

Phillippi Shores Elementary School, Brookside Middle School, Sarasota High School — Phillippi Shores Elementary School rates 5 of 5. Always verify assignments with the district.

Listing courtesy of WILLIAM RAVEIS - FLORIDA LLC · Josie Cline. MLS #A4707331.

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.

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